CN113275041A - Preparation of COF-316/CAT-1 composite material and photocatalytic carbon dioxide reduction - Google Patents
Preparation of COF-316/CAT-1 composite material and photocatalytic carbon dioxide reduction Download PDFInfo
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- CN113275041A CN113275041A CN202110689353.7A CN202110689353A CN113275041A CN 113275041 A CN113275041 A CN 113275041A CN 202110689353 A CN202110689353 A CN 202110689353A CN 113275041 A CN113275041 A CN 113275041A
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- 239000002131 composite material Substances 0.000 title claims abstract description 45
- 102100029217 High affinity cationic amino acid transporter 1 Human genes 0.000 title claims abstract description 32
- GGKNTGJPGZQNID-UHFFFAOYSA-N (1-$l^{1}-oxidanyl-2,2,6,6-tetramethylpiperidin-4-yl)-trimethylazanium Chemical compound CC1(C)CC([N+](C)(C)C)CC(C)(C)N1[O] GGKNTGJPGZQNID-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 101710194905 ARF GTPase-activating protein GIT1 Proteins 0.000 title claims abstract description 26
- 101710081758 High affinity cationic amino acid transporter 1 Proteins 0.000 title claims abstract description 26
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title abstract description 62
- 229910002092 carbon dioxide Inorganic materials 0.000 title abstract description 31
- 239000001569 carbon dioxide Substances 0.000 title abstract description 31
- 230000001699 photocatalysis Effects 0.000 title abstract description 23
- MQRWBMAEBQOWAF-UHFFFAOYSA-N acetic acid;nickel Chemical compound [Ni].CC(O)=O.CC(O)=O MQRWBMAEBQOWAF-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229940078494 nickel acetate Drugs 0.000 claims abstract description 14
- 239000007864 aqueous solution Substances 0.000 claims abstract description 8
- 238000010438 heat treatment Methods 0.000 claims abstract description 5
- 238000003756 stirring Methods 0.000 claims abstract description 4
- 239000000243 solution Substances 0.000 claims abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 239000011521 glass Substances 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 239000008367 deionised water Substances 0.000 claims description 9
- 229910021641 deionized water Inorganic materials 0.000 claims description 9
- 239000000706 filtrate Substances 0.000 claims description 9
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 9
- 239000007795 chemical reaction product Substances 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 8
- 239000013067 intermediate product Substances 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 239000000047 product Substances 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 5
- QMLILIIMKSKLES-UHFFFAOYSA-N triphenylene-2,3,6,7,10,11-hexol Chemical group C12=CC(O)=C(O)C=C2C2=CC(O)=C(O)C=C2C2=C1C=C(O)C(O)=C2 QMLILIIMKSKLES-UHFFFAOYSA-N 0.000 claims description 5
- 238000001132 ultrasonic dispersion Methods 0.000 claims description 5
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- 239000006228 supernatant Substances 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 2
- 239000011258 core-shell material Substances 0.000 abstract description 16
- 239000000463 material Substances 0.000 abstract description 15
- 238000000034 method Methods 0.000 abstract description 5
- -1 2,3,6,7,10, 11-hexahydro triphenylene benzene Chemical compound 0.000 abstract 1
- 239000013522 chelant Substances 0.000 abstract 1
- 238000013329 compounding Methods 0.000 abstract 1
- 229910021645 metal ion Inorganic materials 0.000 abstract 1
- 230000027756 respiratory electron transport chain Effects 0.000 abstract 1
- 238000006722 reduction reaction Methods 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000013310 covalent-organic framework Substances 0.000 description 5
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 4
- 238000006555 catalytic reaction Methods 0.000 description 4
- 239000005297 pyrex Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 241000282414 Homo sapiens Species 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
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- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- PCRSJGWFEMHHEW-UHFFFAOYSA-N 2,3,5,6-tetrafluorobenzene-1,4-dicarbonitrile Chemical compound FC1=C(F)C(C#N)=C(F)C(F)=C1C#N PCRSJGWFEMHHEW-UHFFFAOYSA-N 0.000 description 1
- IGHSXWNAVWDWTI-UHFFFAOYSA-N 2,3,6,7,10,11-hexahydrotriphenylene Chemical group C1CC=C2C3=CCCC=C3C3=CCCC=C3C2=C1 IGHSXWNAVWDWTI-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005518 electrochemistry Effects 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000002803 fossil fuel Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
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- 230000031700 light absorption Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 229910052976 metal sulfide Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000007146 photocatalysis Methods 0.000 description 1
- 239000011941 photocatalyst Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000011946 reduction process Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 238000009210 therapy by ultrasound Methods 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
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- B01J35/39—
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/1691—Coordination polymers, e.g. metal-organic frameworks [MOF]
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
-
- B01J35/396—
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/40—Carbon monoxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/60—Reduction reactions, e.g. hydrogenation
- B01J2231/62—Reductions in general of inorganic substrates, e.g. formal hydrogenation, e.g. of N2
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/84—Metals of the iron group
- B01J2531/847—Nickel
Abstract
The invention relates to preparation of a COF-316/CAT-1 composite material and photocatalytic carbon dioxide reduction. The invention provides a novel COF-316/CAT-1 composite material, which aims to solve the problems of low electron transfer efficiency and poor photocatalytic carbon dioxide reduction efficiency caused by small contact area and no bond connection of two heterogeneous materials in the traditional core-shell composite material. The COF-316 is added into a nickel acetate aqueous solution to chelate metal ions by a stirring method, and then the solution is filtered, washed and dried, and is added into an aqueous solution of nickel acetate and 2,3,6,7,10, 11-hexahydro triphenylene benzene to coordinate under the heating condition to form the COF-316/CAT-1 composite material. The invention has simple preparation process and higher material compounding efficiency. Compared with the traditional core-shell composite material, the composite material provided by the invention has more excellent photocatalytic carbon dioxide reduction performance, and the carbon dioxide reduction rate can reach 261.93 mu mol g‑1·h‑1Is 1.85 times of the traditional core-shell composite material.
Description
Technical Field
The invention relates to preparation of a COF-316/CAT-1 composite material and photocatalytic carbon dioxide reduction.
Background
With the rapid advance of industrial processes, the demand of human beings for fossil energy is increasing. However, the excessive use of fossil fuels causes the concentration of carbon dioxide in the atmosphere to increase year by year and causes serious environmental problems. To address this problem, the fixation and conversion of carbon dioxide has become a research hotspot in recent years. The existing carbon dioxide conversion technology can be divided into biological catalysis, thermal catalysis, electric catalysis, photocatalysis and the like. Due to the advantages of mild reaction conditions, no need of secondary energy assistance and the like, the photocatalytic technology for converting carbon dioxide into fuel or other valuable chemicals by utilizing solar energy has become an ideal method for fixing and converting carbon dioxide, and is favored by numerous researchers at home and abroad. At present, researchers find that when light irradiates materials such as carbon materials, metal sulfides, metal oxides and the like, a photocatalytic carbon dioxide reduction process can be generated, so that people can know the feasibility of photocatalytic carbon dioxide reduction. However, the photo-generated electrons and holes usually have high recombination efficiency in the process of photocatalytic carbon dioxide reduction, so that the carbon dioxide reduction efficiency of the materials is still at a low level. Therefore, the development of a novel, stable and efficient photocatalyst is of great significance.
Covalent organic framework materials are rigid frameworks connected through strong covalent bonds, and are widely applied to the fields of energy storage, electrochemistry, catalysis and the like due to high chemical stability, good visible light absorption capacity and excellent electron transmission capacity. In recent years, researchers have demonstrated that covalent organic framework materials can absorb sunlight and generate photogenerated electrons, which in turn can be applied to photocatalytic carbon dioxide reduction. However, the photocatalytic carbon dioxide reduction efficiency of the existing covalent organic framework materials still cannot meet the requirements of human beings. In order to solve this problem, researchers have constructed heterojunctions to inhibit the recombination of photo-generated electrons and holes, thereby improving the photocatalytic carbon dioxide reduction capability. However, most of the conventional heterojunctions widely researched and applied at present are three-dimensionally coated core-shell composite materials, and although the materials can solve the problems to a certain extent, the contact area of the two heterogeneous materials is small and no bond is formed, so that the transmission process of photogenerated electrons is seriously influenced, and the reduction efficiency is only poor. Therefore, if the contact area of the two materials can be enlarged by changing the original three-dimensional coating mode into the plane contact mode of the two-dimensional covalent organic framework and the two-dimensional metal organic framework, and the two materials are connected through coordination bonds, the method has important significance for improving the photocatalytic carbon dioxide reduction efficiency.
Disclosure of Invention
The invention aims to solve the problem that the conventional core-shell composite material is low in photocatalytic carbon dioxide reduction efficiency, and provides a preparation method and application of a COF-316/CAT-1 composite material in photocatalytic carbon dioxide reduction.
The preparation method of the COF-316/CAT-1 composite material is completed according to the following steps:
(1) sequentially adding COF-316 and nickel acetate into a 50mL beaker, adding 30mL methanol, performing ultrasonic dispersion, continuously stirring for 7h on a magnetic stirrer, centrifuging and washing a product until a supernatant is colorless, and drying in a 50 ℃ oven to obtain a COF-316-Ni solid intermediate product for subsequent use;
(2) sequentially adding nickel acetate and 2,3,6,7,10, 11-hexahydroxy triphenylene into a 10mL beaker, adding 5mL deionized water into the beaker, and uniformly mixing by ultrasonic waves to obtain a mixed water solution for later use;
(3) sequentially adding the COF-316-Ni solid intermediate product obtained in the step (1) and the mixed aqueous solution obtained in the step (2) into a 10mL glass bottle with a cover, and performing ultrasonic dispersion uniformly; putting the glass bottle into an oven with a certain temperature for heating, and closing the oven after reacting for a certain time to naturally cool the glass bottle; filtering the reaction product, washing with deionized water until the filtrate becomes colorless, and naturally drying in the air for 24h to obtain the COF-316/CAT-1 composite material;
weighing COF-316 and nickel acetate in a mass ratio of 1: 3-1: 7 in the step (1) and placing the COF-316 and the nickel acetate in a beaker;
weighing 2,3,6,7,10, 11-hexahydroxy triphenylene and nickel acetate in a mass ratio of 1: 1-1: 2 in the step (2) and placing the weighed materials in a beaker;
the volume ratio of the mass of the COF-316-Ni solid intermediate product in the step (3) to the mixed aqueous solution is 5mg: 1-5 mL;
in the step (3), the temperature of the oven is 85 ℃, and the reaction time is 1 h.
The invention has the beneficial effects that:
the invention synthesizes a new composite materialThe material COF-316/CAT-1 has higher photocatalytic carbon dioxide reduction performance due to the plane contact mode and the coordination bond connection mode of a two-dimensional covalent organic framework and a two-dimensional metal organic framework, and the carbon dioxide reduction rate can reach 261.93 mu mol g-1·h-1Compared with the traditional core-shell composite material, the carbon dioxide reduction performance of the composite material is improved by 1.85 times.
Drawings
FIG. 1X-ray powder diffraction pattern of an embodiment 1 of the present invention;
FIG. 2 is a graph comparing the photocatalytic carbon dioxide reduction performance of the core-shell composite material according to embodiment 1 of the present invention with that of the conventional core-shell composite material;
FIG. 3 is a graph comparing the photocatalytic carbon dioxide reduction yield of example 1 of the present invention with that of a conventional core-shell composite material.
Detailed Description
The present invention is further illustrated in detail below with reference to examples, which are merely illustrative of the process of the present invention in order to facilitate a better understanding of the present invention and therefore should not be taken as limiting the scope of the invention.
Example 1: the preparation of the COF-316/CAT-1 composite material of the embodiment is completed according to the following steps:
firstly, preparing COF-316: adding 15mg of 2,3,6,7,10, 11-hexahydro-triphenylene and 13.8mg of tetrafluoroterephthalonitrile into a Pyrex tube, adding 1mL of 1, 4-dioxane and 39 mu L of triethylamine into the tube, performing ultrasonic treatment for 0.5h, performing liquid nitrogen freezing-degassing operation for four times, naturally thawing the degassed Pyrex tube in an air atmosphere, putting the thawed Pyrex tube into an oven at 150 ℃ for reaction, closing the oven after 84h, naturally cooling the oven, filtering a product in the Pyrex tube, washing the filtrate with N, N-dimethylformamide, methanol and deionized water until the filtrate becomes colorless, and naturally drying the filtrate in the air for 30h to obtain a COF-316 material;
secondly, preparing COF-316-Ni: sequentially adding 10mg of COF-316 and 50mg of nickel acetate into a 50mL beaker, adding 30mL of methanol, performing ultrasonic dispersion, placing on a magnetic stirrer, continuously stirring for 7 hours, centrifuging and washing a product until a supernatant is colorless, and drying in an oven at 50 ℃ to obtain a COF-316-Ni solid intermediate product for subsequent use;
thirdly, preparing a COF-316/CAT-1 composite material: sequentially adding 10mg of nickel acetate and 15mg of 2,3,6,7,10, 11-hexahydroxy triphenylene into a 10mL beaker, adding 5mL of deionized water into the beaker, uniformly mixing the mixture by ultrasonic waves to obtain a mixed aqueous solution for later use, sequentially adding 5mg of COF-316-Ni solid intermediate product and 3mL of the mixed aqueous solution into a 10mL glass bottle with a cover, uniformly dispersing the mixture by ultrasonic waves, putting the glass bottle into an oven at 85 ℃ for heating for 1h, closing the oven after the reaction is finished, naturally cooling the oven, filtering reaction products, washing the reaction products by deionized water until the filtrate is colorless, and naturally drying the reaction products in the air for 24h to obtain the COF-316/CAT-1 composite material;
fourthly, preparing a COF-316@ CAT-1 core-shell composite material: sequentially adding 5mg of COF-316, 6mg of nickel acetate and 9mg of 2,3,6,7,10, 11-hexahydroxy triphenylene into a 10mL glass bottle with a cover, adding 3mL of deionized water, ultrasonically dispersing uniformly, heating the glass bottle in an oven at 85 ℃ for 1h, closing the oven after the reaction is finished, naturally cooling the oven, filtering a reaction product, washing the reaction product with deionized water until the filtrate becomes colorless, and naturally drying the filtrate in the air for 24h to obtain the COF-316@ CAT-1 core-shell composite material.
XRD (X-ray diffraction) tests are carried out on the obtained COF-316/CAT-1 composite material, and as can be seen from figure 1, the experimental map of the composite material has the peak types of COF-316 and CAT-1 at the same time, which indicates that the obtained product is the COF-316/CAT-1 composite material.
To verify the beneficial effects of the present invention, the following tests were performed:
in order to examine the photocatalytic carbon dioxide reduction effect of the composite, the photocatalytic carbon dioxide reduction performance was tested in the following manner. The test procedure was as follows: respectively dispersing 2mg of COF-316/CAT-1 composite material and COF-316@ CAT-1 core-shell composite material in 0.5mL of acetone, dropwise coating the materials on a glass sheet to prepare a uniform film, placing the uniform film at the bottom of a reaction device, continuously introducing carbon dioxide into the device, stopping introducing air for 0.5h, sealing the reactor, and turning on a light source to start a photocatalytic carbon dioxide reduction reaction; as shown in figure 2, the COF-316/CAT-1 composite material and the COF-316@ CAT-1 core-shell composite material are prepared under the illumination of a xenon lampThe reduction products are all carbon monoxide, wherein the total yield of the COF-316@ CAT-1 core-shell composite material in 5h is 706.37 mu mol g-1And the total yield of the COF-316/CAT-1 composite material within 5h can reach 1309.66 mu mol g-1(ii) a As shown in FIG. 3, the average yield of the COF-316@ CAT-1 core-shell composite material was 141.27. mu. mol. g-1·h-1While the average yield of the COF-316/CAT-1 composite material was 261.93. mu. mol. g-1·h-1Is 1.85 times of the traditional core-shell composite material.
Claims (5)
1. The preparation method of the COF-316/CAT-1 composite material is characterized by comprising the following steps:
(1) sequentially adding COF-316 and nickel acetate into a 50mL beaker, adding 30mL methanol, performing ultrasonic dispersion, continuously stirring for 7h on a magnetic stirrer, centrifuging and washing a product until a supernatant is colorless, and drying in a 50 ℃ oven to obtain a COF-316-Ni solid intermediate product for subsequent use;
(2) sequentially adding nickel acetate and 2,3,6,7,10, 11-hexahydroxy triphenylene into a 10mL beaker, adding 5mL deionized water into the beaker, and uniformly mixing by ultrasonic waves to obtain a mixed water solution for later use;
(3) sequentially adding the COF-316-Ni solid intermediate product obtained in the step (1) and the mixed aqueous solution obtained in the step (2) into a 10mL glass bottle with a cover, and performing ultrasonic dispersion uniformly; putting the glass bottle into an oven with a certain temperature for heating, and closing the oven after reacting for a certain time to naturally cool the glass bottle; and filtering the reaction product, washing the reaction product with deionized water until the filtrate becomes colorless, and naturally drying the filtrate in the air for 24 hours to obtain the COF-316/CAT-1 composite material.
2. The preparation method of the COF-316/CAT-1 composite material as claimed in claim 1, wherein the COF-316 and the nickel acetate are weighed and placed in a beaker in a mass ratio of 1:3 to 1:7 in the step (1).
3. The preparation of the COF-316/CAT-1 composite material according to claim 1, wherein in the step (2), 2,3,6,7,10, 11-hexahydrotriphenylbenzene and nickel acetate are weighed in a mass ratio of 1:1 to 1:2 and placed in a beaker.
4. The preparation of the COF-316/CAT-1 composite material as claimed in claim 1, wherein the ratio of the mass of the COF-316-Ni solid intermediate product in the step (3) to the volume of the mixed aqueous solution is 5mg: 1-5 mL.
5. The preparation of a COF-316/CAT-1 composite material according to claim 1, characterized in that the oven temperature in step (3) is 85 ℃ and the reaction time is 1 h.
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Cited By (6)
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| CN113322478A (en) * | 2021-06-22 | 2021-08-31 | 哈尔滨理工大学 | Two-dimensional bimetal organic framework synthesized by electrochemical method and application thereof in electrocatalytic oxygen evolution |
| CN114653402A (en) * | 2022-03-14 | 2022-06-24 | 广西师范大学 | Preparation method of transition metal complex @ covalent organic framework photocatalyst |
| CN114849775A (en) * | 2022-05-19 | 2022-08-05 | 哈尔滨理工大学 | Preparation of THFB-COF-1-Zn/Nafion composite material and photocatalytic carbon dioxide reduction |
| CN114849776A (en) * | 2022-06-04 | 2022-08-05 | 哈尔滨理工大学 | Nafion @ COF-316 organic photocatalyst CO 2 Preparation by reduction |
| CN114985014A (en) * | 2022-06-24 | 2022-09-02 | 江苏大学 | Preparation method and application of Zn-atz @ COF-TD composite photocatalytic material |
| CN115260510A (en) * | 2022-06-30 | 2022-11-01 | 哈尔滨理工大学 | Method for preparing COF-316 nanosheet through chemical stripping |
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| CN115260510A (en) * | 2022-06-30 | 2022-11-01 | 哈尔滨理工大学 | Method for preparing COF-316 nanosheet through chemical stripping |
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